MTD analogs inhibit [3H]5-HT uptake into rat hippocampal synaptosomes. Analogs are grouped according to structural similarity of the aromatic rings. Top, lobeline, MTD, and MTD analogs with no aromatic ring substituents. Middle, MTD analogs with dichloro, methoxy, or methyl aromatic substituents. Bottom, MTD analogs containing heteroaromatic rings. MTD is repeated in all three panels for purpose of comparison. Nonspecific [3H]5-HT uptake was determined in the presence of 10 μM fluoxetine. Control (CON) represents specific [3H]5-HT uptake in the absence of analog (1.67 ± 0.09 pmol/mg/min). Legends provide compounds in order from highest to lowest affinity. n = 4 rats/analog.